Imino ene reactions in organic synthesis

R. M. Borzilleri, Steven M. Weinreb

Research output: Contribution to journalReview article

90 Citations (Scopus)

Abstract

During the last decade the ene reaction has achieved wide recognition as a powerful carbon-carbon bond forming method in synthetic organic chemistry. The imino ene reaction, however, is still a relatively rare transformation despite its potential for preparation of nitrogen heterocycles and in alkaloid total synthesis. This review describes mechanistic aspects of the imino ene reaction and illustrates a number of synthetic applications of this versatile process. The details of inter- and intramolecular imino ene reactions involving N-alkyl, N-acyl, and N-sulfonyl imines or iminium ions are presented with particular emphasis on the regio- and stereochemical issues accompanying these processes. A discussion of retro imino ene reactions is also included.

Original languageEnglish (US)
Pages (from-to)347-360
Number of pages14
JournalSynthesis
Issue number4
StatePublished - 1995

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Carbon
Alkaloids
Imines
Nitrogen
Ions
Organic Chemistry

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

Borzilleri, R. M., & Weinreb, S. M. (1995). Imino ene reactions in organic synthesis. Synthesis, (4), 347-360.
Borzilleri, R. M. ; Weinreb, Steven M. / Imino ene reactions in organic synthesis. In: Synthesis. 1995 ; No. 4. pp. 347-360.
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Borzilleri, RM & Weinreb, SM 1995, 'Imino ene reactions in organic synthesis', Synthesis, no. 4, pp. 347-360.

Imino ene reactions in organic synthesis. / Borzilleri, R. M.; Weinreb, Steven M.

In: Synthesis, No. 4, 1995, p. 347-360.

Research output: Contribution to journalReview article

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AU - Weinreb, Steven M.

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Borzilleri RM, Weinreb SM. Imino ene reactions in organic synthesis. Synthesis. 1995;(4):347-360.